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2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one

The asymmetric unit of the title compound, C(18)H(11)NO(2)S, contains two crystallographically independent mol­ecules. In one mol­ecule, the oxazole and thio­phene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thi...

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Autores principales: Gündoğdu, Cevher, Alp, Serap, Ergün, Yavuz, Tercan, Barış, Hökelek, Tuncer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120366/
https://www.ncbi.nlm.nih.gov/pubmed/21754719
http://dx.doi.org/10.1107/S1600536811016151
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author Gündoğdu, Cevher
Alp, Serap
Ergün, Yavuz
Tercan, Barış
Hökelek, Tuncer
author_facet Gündoğdu, Cevher
Alp, Serap
Ergün, Yavuz
Tercan, Barış
Hökelek, Tuncer
author_sort Gündoğdu, Cevher
collection PubMed
description The asymmetric unit of the title compound, C(18)H(11)NO(2)S, contains two crystallographically independent mol­ecules. In one mol­ecule, the oxazole and thio­phene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thio­phene rings are oriented to each other at a dihedral angle of 0.86 (9)°. In the other mol­ecule, the corresponding angles are 3.05 (8), 9.62 (6) and 7.02 (8)°, respectively. In each mol­ecule, a weak intra­molecular C—H⋯N hydrogen bond links the oxazole N atom to the naphthalene group. Weak inter­molecular C—H⋯O hydrogen bonding is present in the crystal structure. π–π stacking between the oxazole and thio­phene rings, between the thio­phene and naphthalene rings, and between the oxaozole and naphthalene rings, [centroid–centroid distances = 3.811 (2), 3.889 (2), 3.697 (2) and 3.525 (2) Å] may further stabilize the crystal structure.
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spelling pubmed-31203662011-07-13 2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one Gündoğdu, Cevher Alp, Serap Ergün, Yavuz Tercan, Barış Hökelek, Tuncer Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(18)H(11)NO(2)S, contains two crystallographically independent mol­ecules. In one mol­ecule, the oxazole and thio­phene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)° with respect to the naphthalene ring system, while the oxazole and thio­phene rings are oriented to each other at a dihedral angle of 0.86 (9)°. In the other mol­ecule, the corresponding angles are 3.05 (8), 9.62 (6) and 7.02 (8)°, respectively. In each mol­ecule, a weak intra­molecular C—H⋯N hydrogen bond links the oxazole N atom to the naphthalene group. Weak inter­molecular C—H⋯O hydrogen bonding is present in the crystal structure. π–π stacking between the oxazole and thio­phene rings, between the thio­phene and naphthalene rings, and between the oxaozole and naphthalene rings, [centroid–centroid distances = 3.811 (2), 3.889 (2), 3.697 (2) and 3.525 (2) Å] may further stabilize the crystal structure. International Union of Crystallography 2011-05-07 /pmc/articles/PMC3120366/ /pubmed/21754719 http://dx.doi.org/10.1107/S1600536811016151 Text en © Gündoğdu et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Gündoğdu, Cevher
Alp, Serap
Ergün, Yavuz
Tercan, Barış
Hökelek, Tuncer
2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one
title 2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one
title_full 2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one
title_fullStr 2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one
title_full_unstemmed 2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one
title_short 2-(Naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4H)-one
title_sort 2-(naphthalen-1-yl)-4-(thio­phen-2-yl­methyl­idene)-1,3-oxazol-5(4h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120366/
https://www.ncbi.nlm.nih.gov/pubmed/21754719
http://dx.doi.org/10.1107/S1600536811016151
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